Dexamethasone palmitate

Base Information

• Chemical Name: Dexamethasone palmitate
• CAS No.: 14899-36-6
• Deprecated CAS: 80950-33-0
• Molecular Formula: C38H59 F O6
• Molecular Weight: 630.881
• European Community (EC) Number: 806-586-1
• UNII: 601XWN7060
• DSSTox Substance ID: DTXSID8022903
• Nikkaji Number: J265.157B
• Wikidata: Q27263139
• Mol file: 14899-36-6.mol

Synonyms:dexamethasone 21-palmitate;dexamethasone 26-palmitate;Limethason

Chemical Property of Dexamethasone palmitate

Chemical Property:

• Vapor Pressure: 2.69E-23mmHg at 25°C
• Melting Point: 60-65 °C
• Boiling Point: 710.1°Cat760mmHg
• PKA: 11.99±0.70(Predicted)
• Flash Point: 383.2°C
• PSA: 100.90000
• Density: 1.12
• LogP: 7.92790
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 18
• Exact Mass: 630.42956776
• Heavy Atom Count: 45
• Complexity: 1130

Purity/Quality:

99% ^*data from raw suppliers

Dexamethasone21-Palmitate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)O
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OCC(=O)[C@]1([C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@]3([C@H]2CCC4=CC(=O)C=C[C@@]43C)F)O)C)C)O
• Recent NIPH Clinical Trials: Clinical study to evaluate the efficacy of dexamethasone Palmitate for idiopathic (immune) thrombocytopenic purpura: ITP.
• Description: Dexamethasone palmitate (DXP) is a prodrug of dexamethasone,which is a steroidal antinflammatory drug that is used to treat certain pain and inflammatory conditions such as asthma and rheumatoid arthritis. This prodrug was prepared to increase the distribution of the parent drug, dexamethasone, in the lungs for local drug delivery and to prevent its entry into the systemic circulation. This prodrug was developed as a powder formulation that needs to be administered via the pulmonary route so that it can easily reach into the lungs and show its effect locally.Normal delivery of dexamethasone enters systemic circulation very easily but this palmitate prodrug cannot easily enter into the systemic circula-tion. Within the lungs, the prodrug is acted upon by esterase enzyme that brings about hydrolysis,leading to the release of parent drug and increases the distribution of parentdrug inside the lungs (N'Guessan et al.,2018).
• Uses: A corticosteroid prodrug for the treatment of eye disorders.

Technology Process of Dexamethasone palmitate

There total 1 articles about Dexamethasone palmitate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

hexadecanoic acid methyl ester (112-39-0) + dexamethasone (50-02-2) → dexamethasone palmitate (14899-36-6,80950-33-0)

Guidance literature:

With ceria-doped alumina; at 40 - 80 ℃; for 3h; under 525.053 Torr; Reagent/catalyst; Pressure; Temperature; Inert atmosphere;

upstream raw materials:

hexadecanoic acid methyl ester

dexamethasone

Refernces